3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

Base Information

Chemical Name:3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid
CAS No.:1055899-57-4
Molecular Formula:C₂₆H₂₇NO₅
Molecular Weight:433.504
Hs Code.:

3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2<i>H</i>-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

Synonyms:3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

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Chemical Property of 3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

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Technology Process of 3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

There total 9 articles about 3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 1055898-99-1
3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid methyl ester

: 1055899-57-4
3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran; at 25 ℃; for 12h;
DOI:10.1039/b300525a

Reference yield:

: 698362-69-5
3-(1,1-dimethyl-prop-2-ynyloxy)-2-methoxy-benzaldehyde

: 1055899-57-4
3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / N,N-diethylaniline / 0.5 h / 190 °C

2: tetrahydrofuran / 4 h / 70 °C

3: NaCNBH₃ / methanol / 4 h / 70 °C

4: 65 percent / Et₃N; P(o-tol)3 / Pd₂(dba)3 / dimethylformamide / 12 h / 90 °C

5: Et₃N; 4-DMAP / CH₂Cl₂ / 24 h / 25 °C

6: 90 percent / LiOH; H₂O / tetrahydrofuran / 12 h / 25 °C

With dmap; lithium hydroxide; water; sodium cyanoborohydride; triethylamine; tris-(o-tolyl)phosphine; N,N-diethylaniline; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4: Heck coupling;
DOI:10.1039/b300525a

Reference yield:

: 66495-88-3
3-hydroxy-2-methoxybenzaldehyde

: 1055899-57-4
3-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-acrylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / DBU; trifluoroacetic anhydride; CuCl₂ / acetonitrile / 12 h / 0 - 25 °C

2: 90 percent / N,N-diethylaniline / 0.5 h / 190 °C

3: tetrahydrofuran / 4 h / 70 °C

4: NaCNBH₃ / methanol / 4 h / 70 °C

5: 65 percent / Et₃N; P(o-tol)3 / Pd₂(dba)3 / dimethylformamide / 12 h / 90 °C

6: Et₃N; 4-DMAP / CH₂Cl₂ / 24 h / 25 °C

7: 90 percent / LiOH; H₂O / tetrahydrofuran / 12 h / 25 °C

With dmap; lithium hydroxide; water; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tris-(o-tolyl)phosphine; N,N-diethylaniline; trifluoroacetic anhydride; copper dichloride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 5: Heck coupling;
DOI:10.1039/b300525a